Acetic anhydride, ACS

• Catalog No.: 36292
• CAS Number: 108-24-7
• M. F.: C4H6O3
• M. W.: 102.08864
• Purity: 97+%

SYNONYMS

• Title: 醋酐, ACS
• IUPAC name: acetyl acetate
• IUPAC Traditional name: acetic anhydride

DATABASE IDS

• Merck Index: 1456
• MDL Number: MFCD00008705
• Beilstein Number: 385737
• CAS Number: 108-24-7
• EC Number: 203-564-8

PROPERTIES

• Purity: 97+%
• Apperance: Liquid
• Boiling Point: 138-140°C
• Density: 1.082
• Flash Point: 49°C(120°F)
• Melting Point: -73°C
• Refractive Index: 1.3900
• GHS Hazard statements: H314-H226-H302-H332
• European Hazard Symbols: X
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• Risk Statements: 10-20/22-34
• RTECS: AK1925000
• Safety Statements: 26-36/37/39-45
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 8
• UN Number: UN1715
• Packing Group: II

REFERENCES

• Rates of acetylation of alcohols and phenols can be greatly increased by hypernucleophilic catalysis with DMAP (4-(Dimethylamino)pyridine, A13016). See also 2-Hydroxypyridine, A14522 and Tri-n-butylphosphine, A12649. The use of certain metal triflates as catalysts is also effective; see, e.g. Scandium(III) trifluoromethanesulfonate hydrate, 40566, and Ytterbium(III) trifluoromethanesulfonate hydrate, 40314. CoCl₂ catalysis in acetonitrile has been reported to promote selective acetylation of primary alcohols in the presence of secondary and tertiary: J. Org. Chem., 57, 2001 (1992), and formation of 1,1-diacetoxy-derivatives from aromatic aldehydes, but with aliphatic aldehydes, 1,2-diones are formed: J. Org. Chem., 56, 3283 (1991); 58, 5578 (1993).
• Can be used to activate Dimethyl sulfoxide, A13280, for mild, selective oxidation of alcohols to aldehydes or ketones (Albright-Goldman oxidation) at room temperature without added base (cf Swern: Oxalyl chloride, A18012): J. Am. Chem. Soc., 43, 2480 (1965); J. Org. Chem., 53, 2144 (1988).